10 Best Short-Term Rentals In Maryland, USA - Updated 2024

Catelyn Ann
Catelyn Ann  
Updated
| 4 min read

Whether you came to Maryland to experience riding The Capital Wheel, visiting Concord Point Lighthouse, exploring Calvert Marine Museum, or an entirely different reason, there is so much to enjoy in this state. You can drop by the shops in Harbor East or bike around the Chesapeake and Ohio Canal towpath. Moreover, you can tour the state’s wine trails. Indeed, the memories to make at this destination are simply endless. For tourists who want to make the best out of a short stay here, you can save on your rentals to spend more on exploring. You don’t have to worry since this won’t compromise the comfort of your stay. Keep reading to know about the best short-term rentals in Maryland, USA.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.

1. Brand-new home with a large yard, Annapolis (from USD 240)

Along with multiple rooms and a large yard, this Airbnb rental is a simplistic home for guests to enjoy. Moreover, it is brightly lit and has wood flooring, adding to the homey ambiance of the property. It is close to shops and restaurants, all while still residing in a quiet neighborhood. This chic home is sure to give any guest a peaceful stay.

Guests can receive a discount of 70 USD per night for staying for a week or longer. The rooms are fully equipped and able to aid guests with what they might need for their stay.

Stayed at this property?
Annapolis, Maryland, United States
342 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
comfortable bed and had all the amenities you need including toiletries and coffee
the kitchen is well equipped and there is coffee/coffee pot and tea as well
the house was really nicely kept up with lots of amenities and very comfortable
great place - kitchen stocked with necessities there was coffee and tea available which was great
the beds were very comfortable
Cleanliness:
very clean and updated
very clean and nicely updated
very clean and relatively new house
very clean well put together house
sparkling clean we had such a nice stay at steve’s
Host:
host is very responsive and helpful
host was very responsive and accommodating
steve was a great host
steve was a fantastic host
Location:
great location to town
perfect location everything was 5 stars
great place very close to heart of town
easy walk across the bridge to downtown as well
the location is amazing and we walked to downtown every day
Read more reviews

2. Jewel Vinsota Artist's Guesthouse, Smithsburg (from USD 99)

Jewel Vinsota Artist’s Guesthouse welcomes its guests with its warm hues and artistic interior. Guests will enjoy their stay in this guesthouse, with its elegant high ceilings, numerous artworks, and activities available for guests. It also has an open floor plan making it spacious. The rooms available are fully equipped for the guests, along with some cooking staples and other necessities. Moreover, there is a discount of about 14 USD per night for guests staying here for weeks.

Stayed at this property?
Smithsburg, Maryland, United States
639 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
it feels like staying in a (very comfortable) treehouse overlooking the woods and a creek
Cleanliness:
clean and omfortable bed
great stay - clean comfortable relaxing
super clean well-appointed very cool with fun touches like art supplies and guitars
everything is clean and inviting very peaceful location
jewel vinasota is an absolute oasis—full of fun artistic details beautifully crafted perfectly clean and well-appointed
Host:
sarah and david are responsive and kind hosts
the owners sarah and david were so hospitable and friendly
sarah and david couldn’t have been more gracious hosts
david and sarah are lovely people and were gracious and welcoming hosts
sarah & david were amazing hosts and we highly recommend this airbnb
Location:
great location near the appalachian trail
great value good location to state park
if you're into hiking it's super close to the appalachian trail
best part was how centrally located it was to all the parks and hiking in the area
definitely take a walking stick and explore the art installation trail out back
Read more reviews

3. Vintage and suburban private house, Glen Burnie (from USD 125)

This property is a 1960s vintage house that had multiple renovations. Still, this accommodation maintains a cozy and vintage feel. Complete with various amenities, guests from April to October may also have access to a grill or a portable fire pit for additional activities.

Another fantastic thing about this rental is the solar panels for electricity and the use of geothermal cooling and heating. Guests staying in this property for at least a week receive a discount of around 27 USD deducted from the usual nightly fee.

Stayed at this property?
Glen Burnie, Maryland, United States
394 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
lots of amenities including most comfortable bed *ever* and great wifi
beautiful spring flowers beautiful bird watching pet friendly and lots of room inside and out
very comfortable and homey place perfect for any length of stay
the area is very peaceful and sleeping arrangements are comfortable
fully stocked kitchen inviting living room wonderful yard and comfortable beds
Cleanliness:
very clean comfortable and cozy
the house was very clean and comfortable
it is clean comfortable and unique
house was clean and well-stocked
great communication clean stocked great location and perfectly priced
Host:
the host is very welcoming
hosts were kind and helpful
the host of this property is amazing
stan and his cohost cj were wonderful hosts and we recommend his place highly
stan and cj (hosts) thought of every detail to make our visit comfortable and easy
Location:
and the location is great
excellent location and beautiful relaxing place to stay
super convenient yet quiet
what a perfect spot close to the airport easy access to annapolis and dc
perfect place to bring dogs
Read more reviews

4. Award winning townhouse, Baltimore (from USD 161)

This warm and cozy accommodation with a slick interior offers guests a chance to stay in an award-winning townhouse. This home was hailed as the top Airbnb in Maryland by Architectural Digest for 2021. Family board games, books, and cards are also accessible, along with other typical appliances, to make sure guests will have a fun stay. A discount of 38 USD per night is given to guests staying for at least a week.

Stayed at this property?
Baltimore, Maryland, United States
275 reviews   Superhost Wifi Available
Entire townhouse 4 Beds 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
a great kitchen for cooking the patio is beautiful and night
all the bedrooms are comfortable and the kitchen and rooftop space are great for hanging out in
the bathrooms are so beautiful with jetted tubs
the bathrooms are so beautiful with jetted tubs
5 baths and nice beds and a very nice kitchen the place had a great structure
Cleanliness:
the house was very clean and extremely welcoming
very clean with a lot of space to enjoy
everything was clean and we didn't need a thing would stay again
the home was clean and had lots of space for my family to spread out
it was super clean and close to what we needed
Host:
meghan was an awesome host super accommodating and quick with responses
meghan was an amazing host
meghan was a great host
she was quick to reply very accommodating and super friendly
meghan was a wonderful host and had everything all ready for us
Location:
wonderful location directly across from the park
place was in good location
great place and great location
the location is great within walking distance of a beautiful park and restaurants and entertainment
it was close to attractions and dining
Read more reviews

5. Spacious and homey rental, Rockville (from USD 172)

With a cohesive interior design, walls in neutral shades, floors in wooden tiles, and paintings adorning the walls all over this accommodation, this place is surely a home to all its guests. Other features include a fireplace, charcoal grill, large deck area, and more. This home guarantees a soothing stay. Moreover, staying at least a week will give guests a 30 USD discount per night.

Stayed at this property?
Rockville, Maryland, United States
318 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 12 Guests 5 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
i enjoyed the peaceful neighborhood and eating breakfast on the patio
it was affordable and comfortable for larger companies
the beds were comfortable kitchen well equipped and the neighborhood is quiet and convenient
Cleanliness:
clean comfortable and reasonable
convenient clean quiet and great communication
very clean excellent communication great value safe neighborhood
very nice clean and spacious house
the house was clean and nicely furnished
Host:
hosts were so kind
the hosts were amazing and make you feel welcomed
owner is very friendly and accommodating and responded quickly to our questions and requests
the owner is an excellent communicator
the host is nice and communicates well
Location:
good location in nice neighborhood
this house is in a great location with easy access to grocery stores and restaurants
nice neighborhood and great location
beautiful house big space and close to shopping places
the house is in a great location very friendly neighbors and nice neighborhood
Read more reviews

6. The River Chalet, Chestertown (from USD 296)

A rustic and warm cabin-like home could be found as a peaceful getaway just 15 minutes away from the core of Chestertown, Maryland. This home features floor-to-ceiling windows that bring in ample light in the house during daylight and give the best view of the horizon as the deck overlooks the river.

Along with complete equipment and sufficient space, staying here for a week or longer is made better through the 30 USD discount per day that comes with a short-term stay.

Stayed at this property?
Chestertown, Maryland, United States
121 reviews   Wifi Available
Farm stay 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
spacious and light filled waterfront property with gorgeous views and a roomy kitchen
we were there during a heatwave and the air conditioning kept us cool and comfortable
cozy great room with a beautiful view
we went in july and the a/c was much appreciated
the chalet is roomy and comfortable and the deck overlooking the chester river is lovely
Cleanliness:
comfortable and clean beds
what an amazing place we walked into a spotless house and were greeted with a beautiful view
this was a great place the house was clean and the description was accurate
and the place was very clean did not even see a cobweb in any corner
clean and comfortable house very communicative and helpful owners fun place to stay
Host:
the owners were very responsive with the few questions we had
shelly is a great host
really great place perfect hosts very accommodating
one of a kind hosts are very good with communication
i messaged shelley before arriving and she was quick to respond and very helpful
Location:
great place for getting away from the city life for a bit
a terrific house in a great location
location is super private and scenic as the house is right on the river
the location is super nice love how remote it is
the house is very rustic and the location is peaceful quiet and secluded
Read more reviews

7. Harmony Lodge, Myersville (from USD 165)

This lodge getaway ensures privacy and warmth to its guests through different features such as its outdoor heated pool, fire pit, and more. After enjoying the privacy and tranquility here, multiple restaurants, local wineries, shops, parks, and more are nearby, making it an ideal location. Additionally, a weekly discount of approximately 60 USD is available for those staying that long. Do note that the discount also varies depending on the dates booked.

Stayed at this property?
Myersville, Maryland, United States
278 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
having breakfast included was a nice touch
breakfast was delicious with a good variety of omelet one day and belgian waffle the next
from the heated pool to the lodging itself everything was perfect
we had a great stay and delightful breakfasts
the breakfast was delicious and the kids had fun with the board games and meeting the dogs
Cleanliness:
the space was very clean
there were so many thoughtful touches including those for our dog everything was very clean and comfortable
the place was clean and the beds were very comfortable
the suite was clean spacious and peaceful
the accommodations were clean and perfect for our family and dog
Host:
elisa and jim had every amenity you could think of or want and they were fantastic hosts
elisa and jim are super hosts
elisa and jim were very communicative gracious and understanding
elisa was so friendly and accommodating
elisa was a wonderful host great communication and the thoughtful touches throughout were appreciated
Location:
location was perfect — easy access to frederick and the mountains
we enjoyed the holiday touches great location to visit frederick
this guest house was the perfect location for visiting washington dc great falls harpers ferry and frederick
the lodging was exactly as described or even better location is quiet and so relaxing
amazing place we’ll be back
Read more reviews

8. Tranquil cabin for a large group, Thurmont (from USD 108)

Being around multiple parks and situated only 20 minutes from Ski Liberty, this log cabin matches the ambiance among the greeneries. Its spacious and complete amenities could house and entertain many guests, and its ideal location gives visitors multiple things to do even outside the area. Upon staying for a week or more, guests receive a discount of 26 USD per night deducted from their overall fees.

Stayed at this property?
Thurmont, Maryland, United States
449 reviews   Wifi Available
ENTIRE HOME 5 Beds 9 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
the furnishings and beds were very comfortable
peaceful great views comfortable and quiet
bed was comfy and there's nice furniture in the living space
this cabin is perfect for families plenty of room and on a secluded property
the beds were very comfortable and we slept very well
Cleanliness:
it was clean and the beds were comfortable
everything was super clean and accommodating
very clean and well stocked with everything you would need
everything was as advertised and very clean
the cabin was awesome it was clean and comfortable
Host:
tony was a gracious host
the host was super prompt with all responses and we had 0 issues
tony is very responsive wonderful host
tony is an excellent host
tony was an awesome host can’t wait to return
Location:
great location for our family with easy access to the highway
perfect relaxing stay loved the location
the proximity to catoctin state park was great
excellent location in rural area just as promised
such a good location for many activities and attractions
Read more reviews

9. Luxurious and modern apartment, Bethesda

This accommodation has a calming vibe and welcomes guests with hues of light neutrals. Along with its marble countertops, decorations around the apartment, and other intricate details, the elegance and luxury in this apartment are impossible not to notice. While prices may vary depending on the dates booked, this luxury apartment has a discount of 10 USD per night for guests staying for a week or longer.

Stayed at this property?
Bethesda, Maryland, United States
401 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
well equipped kitchen with coffee would recommend to anyone
what a luxurious space completely comfortable and relaxing with posh appointments and amenities
we cooked a great breakfast and drank amazing coffee and room fantastic showers thank you
bathroom nice with great shower
Cleanliness:
very clean and stylish apartment
as advertised clean and comfortable
very clean and cute
very clean modern and cozy place
great apartment very clean and modern
Host:
owner has two very friendly french bull dogs
aida is a fantastic host
aida was responsive when i had questions and provided a comfy and stylish environment
you feel like you’re in a private apartment and the hosts are a text away
aida was understanding hospitable and very pleasant
Location:
this apartment is located in a nice neighborhood close to very good shopping mall
safe neighborhood and perfect location
wonderful location and value for the area
an excellent unit in a great location of bethesda
convenient safe location with lovely finishing touches
Read more reviews

10. Well-appointed vintage cabin, Middletown (from USD 116)

A cabin built in the 1890s and restored since then, this vintage home in the heart of Middletown boasts a rich culture and history. Aside from the multiple renovations done to this property, its ideal location is one of its best features since it is near shops, restaurants, nightlife, and more. For guests staying in this cabin for a week or longer, a discount of 14 USD per night is deducted from the overall fee.

Stayed at this property?
Middletown, Maryland, United States
356 reviews   Superhost Wifi Available
Entire cabin 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the mattress was very comfortable
great location cute furnishings stayed cool and great wifi
we spent hours on the couch in front of the fireplace it was very cozy and romantic
the cabin was very cozy well furnished with all the comforts
heather’s place is super cute and cozy with a lovely outdoor space with beautiful views
Cleanliness:
clean and very pleasant
the cabin is clean and extremely charming and well appointed
we had a lovely stay at heather's cabin which was very clean and comfortable
the cabin is clean and well stocked with all the essentials you need to make your stay comfortable
i am a huge clean freak and the cabin was sparkling clean
Host:
the host has clearly put a lot of time and effort into making this cabin a memorable space
heather was very friendly responded quickly and sent helpful welcoming instructions
heather responds quickly for questions and all community members were super friendly
we especially loved that it was pet friendly and all the exposed wood
also heather was readily available and incredibly responsive which is wonderful in a host
Location:
the location is great for any shopping in the small downtown or larger shopping district
cozy cabin close to a great quaint area
great location comfy cozy for two
restaurants are close food is excellent and homemade
very cute and cozy place a great find
Read more reviews

Have a cozy stay in short-term rentals in Maryland

While a few weeks in Maryland may not seem enough to explore everything it has to offer, seizing every opportunity is made easier through an ideal accommodation. Along with numerous places to go, a place to call home is just as important. So, book one of these best short-term rentals in Maryland for a convenient and budget-friendly stay.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Catelyn Ann, a dedicated freelance writer and passionate traveler, aspires to inspire sustainable and budget-friendly exploration through her words. With a profound belief that words have the power...Read more

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